One-pot synthesis of an AZT boranophosphate conjugated with tyrosine: A potential prodrug candidate

Nucleosides, Nucleotides and Nucleic Acids

Volumn 22, Issue 5-8, 2003, Pages 699-701

  Li, Ping ^a   Shaw, Barbara Ramsay ^a  

^a DUKE UNIVERSITY   (United States)

Author keywords

AZT; Boranophosphate; Nucleotide prodrug; Tyrosine

Indexed keywords

AZATHIOPRINE DERIVATIVE; BORANOPHOSPHATE; PHOSPHATE; PRODRUG; TYROSINE; UNCLASSIFIED DRUG;

CONFERENCE PAPER; DRUG CONJUGATION; DRUG SYNTHESIS; LIPOPHILICITY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

ANTI-HIV AGENTS; BORANES; INDICATORS AND REAGENTS; PHOSPHATES; PRODRUGS; TYROSINE; ZIDOVUDINE;

EID: 0141537182     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1081/NCN-120022613     Document Type: Conference Paper

References (4)

1. DeClercq, E. Strategies in the design of antiviral drugs. Nature Rev. Drug Discovery 2002, 1, 13.
2. Sergueev, D.S.; Shaw, B.R. H-Phosphonate approach for solid-phase synthesis of oligodeoxyribonucleoside boranophosphates and their characterization. J. Am. Chem. Soc. 1998, 120, 9417.
3. Shaw, B.R.; Sergueev, D.; He, K.; Porter, K.; Summers, J.; Sergueeva, Z. ; Rait, V. Boranophosphate backbone: a mimic of phosphodiesters, phosphorothioates, and methyl phosphonates. Methods Enzymol. 2000, 313, 226.
4. Meyer, P.; Schneider, B.; Sarfati, S.; Deville-Bonne, D.; Guerreiro, C.; Boretto, J.; Janin, J.; Veron, M.; Canard, B. Structural basis for activation of α-boranophosphate nucleotide analogues targeting drug-resistant reverse transcriptase. EMBO J. 2000, 19, 3520-3529.